Y-27632

Y-27632
Names
	IUPAC name (1R,4r)-4-((R)-1-Aminoethyl)-N-(pyridin-4-yl)cyclohexanecarboxamide
Identifiers
CAS Number	146986-50-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:75393 ;
ChEMBL	ChEMBL2218937 ;
ChemSpider	20016532 ;
DrugBank	DB08756 ;
ECHA InfoCard	100.149.247
IUPHAR/BPS	5290;
PubChem CID	448042;
UNII	0X370ROP6H ;
CompTox Dashboard (EPA)	DTXSID7043740 ;
	InChI InChI=1S/C14H21N3O/c1-10(15)11-2-4-12(5-3-11)14(18)17-13-6-8-16-9-7-13/h6-12H,2-5,15H2,1H3,(H,16,17,18)/t10-,11-,12-/m1/s1 Key: IYOZTVGMEWJPKR-IJLUTSLNSA-N ; InChI=1/C14H21N3O/c1-10(15)11-2-4-12(5-3-11)14(18)17-13-6-8-16-9-7-13/h6-12H,2-5,15H2,1H3,(H,16,17,18)/t10-,11-,12-/m1/s1 Key: IYOZTVGMEWJPKR-IJLUTSLNBP;
	SMILES O=C([C@H]1CC[C@@]([C@H](N)C)([H])CC1)NC2=CC=NC=C2;
Properties
Chemical formula	C14H21N3O
Molar mass	247.342 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Y-27632 is a biochemical tool used in the study of the rho-associated protein kinase (ROCK) signaling pathways.^[1] Y-27632 selectively inhibits p160ROCK, although it does inhibit other protein kinases such as PKCs at higher concentrations.^[2]

It has been studied for its effects on corneal endothelial cells (CECs) ^[3] and cardiac stem cells (CSCs).^[4]

The substance has been used as part of a chemical cocktail to turn old and senescent human cells back into young ones (as measured by transcriptomic age), without turning them all the way back into undifferentiated stem cells.^[5]

A mixture of methylcellulose (1%), ethylene glycol (10%), dimethyl sulfoxide (10%), and Y-27632 (10 μM), termed MEDY, has been shown to be an effective cryopreservation reagent for brain tissue, enabling tissue to resume growth and function after freezing using liquid nitrogen.^[6]

References

^ Uehata, Masayoshi (1999). "Y-27632. Selective probe of ROCK/Rho-kinase". Jikken Igaku. 17 (7): 850–855.
^ Uehata, M; Ishizaki, T; Satoh, H; Ono, T; Kawahara, T; Morishita, T; Tamakawa, H; Yamagami, K; et al. (1997). "Calcium sensitization of smooth muscle mediated by a Rho-associated protein kinase in hypertension". Nature. 389 (6654): 990–4. Bibcode:1997Natur.389..990U. doi:10.1038/40187. PMID 9353125. S2CID 4419556.
^ Peh, Gary S. L.; Adnan, Khadijah; George, Benjamin L.; Ang, Heng-Pei; Seah, Xin-Yi; Tan, Donald T.; Mehta, Jodhbir S. (2015-03-16). "The effects of Rho-associated kinase inhibitor Y-27632 on primary human corneal endothelial cells propagated using a dual media approach". Scientific Reports. 5: 9167. Bibcode:2015NatSR...5E9167P. doi:10.1038/srep09167. ISSN 2045-2322. PMC 4387913. PMID 25823914.
^ Kan, Lijuan; Smith, Aubrie; Chen, Miao; Ledford, Benjamin T.; Fan, Huimin; Liu, Zhongmin; He, Jia-Qiang (2015-12-08). "Rho-Associated Kinase Inhibitor (Y-27632) Attenuates Doxorubicin-Induced Apoptosis of Human Cardiac Stem Cells". PLOS ONE. 10 (12): e0144513. Bibcode:2015PLoSO..1044513K. doi:10.1371/journal.pone.0144513. ISSN 1932-6203. PMC 4672899. PMID 26645568.
^ Yang, Jae-Hyun; Petty, Christopher A.; Dixon-McDougall, Thomas; Lopez, Maria Vina; Tyshkovskiy, Alexander; Maybury-Lewis, Sun; Tian, Xiao; Ibrahim, Nabilah; Chen, Zhili; Griffin, Patrick T.; Arnold, Matthew; Li, Jien; Martinez, Oswaldo A.; Behn, Alexander; Rogers-Hammond, Ryan (2023-07-12). "Chemically induced reprogramming to reverse cellular aging". Aging. 15 (13): 5966–5989. doi:10.18632/aging.204896. ISSN 1945-4589. PMC 10373966. PMID 37437248.
^ Xue, Weiwei; Li, Huijuan; Xu, Jinhong; Yu, Xiao; Liu, Linlin; Liu, Huihui; Zhao, Rui; Shao, Zhicheng (2024). "Effective cryopreservation of human brain tissue and neural organoids". Cell Reports Methods. 4 (5). doi:10.1016/j.crmeth.2024.100777. PMC 11133841. PMID 38744289.

[1] Uehata, Masayoshi (1999). "Y-27632. Selective probe of ROCK/Rho-kinase". Jikken Igaku. 17 (7): 850–855.

[2] Uehata, M; Ishizaki, T; Satoh, H; Ono, T; Kawahara, T; Morishita, T; Tamakawa, H; Yamagami, K; et al. (1997). "Calcium sensitization of smooth muscle mediated by a Rho-associated protein kinase in hypertension". Nature. 389 (6654): 990–4. Bibcode:1997Natur.389..990U. doi:10.1038/40187. PMID 9353125. S2CID 4419556.

[3] Peh, Gary S. L.; Adnan, Khadijah; George, Benjamin L.; Ang, Heng-Pei; Seah, Xin-Yi; Tan, Donald T.; Mehta, Jodhbir S. (2015-03-16). "The effects of Rho-associated kinase inhibitor Y-27632 on primary human corneal endothelial cells propagated using a dual media approach". Scientific Reports. 5: 9167. Bibcode:2015NatSR...5E9167P. doi:10.1038/srep09167. ISSN 2045-2322. PMC 4387913. PMID 25823914.

[4] Kan, Lijuan; Smith, Aubrie; Chen, Miao; Ledford, Benjamin T.; Fan, Huimin; Liu, Zhongmin; He, Jia-Qiang (2015-12-08). "Rho-Associated Kinase Inhibitor (Y-27632) Attenuates Doxorubicin-Induced Apoptosis of Human Cardiac Stem Cells". PLOS ONE. 10 (12): e0144513. Bibcode:2015PLoSO..1044513K. doi:10.1371/journal.pone.0144513. ISSN 1932-6203. PMC 4672899. PMID 26645568.

[5] Yang, Jae-Hyun; Petty, Christopher A.; Dixon-McDougall, Thomas; Lopez, Maria Vina; Tyshkovskiy, Alexander; Maybury-Lewis, Sun; Tian, Xiao; Ibrahim, Nabilah; Chen, Zhili; Griffin, Patrick T.; Arnold, Matthew; Li, Jien; Martinez, Oswaldo A.; Behn, Alexander; Rogers-Hammond, Ryan (2023-07-12). "Chemically induced reprogramming to reverse cellular aging". Aging. 15 (13): 5966–5989. doi:10.18632/aging.204896. ISSN 1945-4589. PMC 10373966. PMID 37437248.

[6] Xue, Weiwei; Li, Huijuan; Xu, Jinhong; Yu, Xiao; Liu, Linlin; Liu, Huihui; Zhao, Rui; Shao, Zhicheng (2024). "Effective cryopreservation of human brain tissue and neural organoids". Cell Reports Methods. 4 (5). doi:10.1016/j.crmeth.2024.100777. PMC 11133841. PMID 38744289.

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